New organic compound



United States Patent NEW ORGANIC COMPOUND Werner Richard Boehme,Somerville, NJ., asslgnor to Ethicon, Inc., a corporation of New JerseyNo Drawing. Application October 28, 1958- Serial No. 769,986

1 Claim. (Cl. 260--347.8)

Example I 20.2 parts by weight of hexadecyl bromide dissolved in,

Patented Jan. 12, 1960 20 parts by volume of anhydrous ether isconverted to the Grignard reagent with 1.85 parts by weight of magnesiumturnings. The reaction is started with a drop of ethyl iodide andcompleted by refluxing for two hours. The Grignard reagent is added inportions at room temperature with stirring to a solution of 14.5 partsby weight of 2-carbomethoxy-2,S-dimethoxytetrahydrofuran [preparedaccording to the method of Clauson-Kaas and Limborg, Acta. Chem. Scand.,6, 551 (1952)] dissolved in parts by volume of ether over a period ofabout two hours. The white suspension is stirred overnight, refluxed forone hour, cooled and decomposed with 10.5 parts by volume of saturatedammonium chloride. The clear supernatant is decanted, the solventdistilled and the residue fractionated. Some unreacted ester isrecovered as a forerun, followed by a light yellow oil (B.P. 175-180C./0.05 mm.) solidifying as a waxy solid melting at about C.

The calculations for Z-n-heptadecanoyl-Z,S-dimethoxytetrahydrofuran, C HO 71.83% carbon, 11.53% hydrogen. Found: 72.01% carbon, 11.50% hydrogen.

What is claimed is:

The new compound Z-n-heptadecanoyl-2,5-dimethoxytetrahydrofuran.

References Cited in the file of this patent UNITED STATES PATENTSClauson-Kaas et a1. May 29, 1956 Clauson-Kaas et al. July 30, 1957

